Sustantive orthooxyazo dyestuffs and a process of making same.



a r w hummum l t l Janeen Oh BASEL, SWITZERLAND.

Ito Drawing; original application filed uctober 6, 1915, Serial Ito.54,403. Divided JERWIIET, lHEhlll'N FRITZSGHE, AND HE 1r; SWITZERLAND,ASSIGNORS T SOCIETY OF GHEMICA Specification of Letters Patent.

1 :1:11 SCHOBEL, OF BASEI',

Patented May t, int

and this; application filed January 2%, 191?. Serial No. 1M,

To all wkom it may concern.

Be it known that we, EUGEN ANDER- WERT, HERMANN Fmrzsojm, and HEINRICHdill SCHOBEL, all three chemists and citizens of the Swiss Republic, andresidents of Basel, Switzerland, have invented new SubstantiveOrthooxyazo Dyestuffs and a Process of Making Same, of which thefollowing is a full, clear, and exact specification.

This application is a divisional one of our application for LettersPatent Ser. No.

54403, filed October 6, 1915.

Orthoaminophenol and its; derivatives have been employed hithertoexclusively for the manufacture of orthooxyazodyestuifs dyeingmordantedwool, and never for the manufacture of substantive dyestufisdyeing unmordanted cotton. We have now found that the azodyestufiscontaining a diazo derivative of orthoaminophenol or of one'of its"derivatives on the one hand and the diazoderivative of a2:5:7-aminonaphtholsulfonic or 2: 5 1 7-aminonaphtho1disulfonic compoundin the middle position on the other hand have the property'ofsubstantive azodyestufi's, that is to dye cotton and other fibersWithout mordant.

Besides the 2: 5 7-aminonaphtholmonosulfonic or 2: 5: 17-aminonaphtholdisul; fonic acid one of the following derivatives of 2:5: 7 aminonaphtholmonosulfonic acid can be employed:

somn

or one of the corresponding derivatives of the 2:5:117 -aminonaphtholdisulfonic acid.

The new orthooxyazodyestufls derived from these 2:5:7-aminonaphtholsulfonic or 2: 5: 1: 7- aminonaphtholdisulfonic compoundsconstitute intense colored powders, yielding with concentrated sulfuricacid deep colored solutions and dissolving in water to solutionschanging intensively their colorations on addition of sodium carbonateor of soda lye and dyeing cotton, wool, silk, mixed goods, straw, ing tothe methods dyestud's.

The invention is illustrated by the following examples:

Example 1: The diazoderivative of 15.41:

wood and paper accordused for the substantlve kg.5;:2z1-nitroaminophenolis added to a solution of 24 kg. 2: 5 7-aminonahtholsulfonic acid and 30 kg. sodium car onate in water. The combinationachieved, the mass is acidulated with hydrochloric acid till it own witha an acid reaction and ther diazotized by adding 80 kg. hydr'oe nitrite.After stirring for 1 hour, the diazocompound is. poured into a solutionof 33 kg. 1: 8: 3: G-ammonaphtholdisulfonic acid and of 40 kg. soda. Theisolation of the dyestufif is effected in the usual way. It dyes cottonreddish-blue tints and dissolves in water to a blue solution.

Example 2: 16.8 kg. nitroaminoparacresol are diazotized and combinedwith a solution and of kg. sodium carbonate in water. The followin daythe monoazodyestufi: is acidulated-an .further diazotized by adding asolution of 7.2 kg. sodium nitrite; The' final combination is effectedby pouring the diazocompound, into a solution of 26 kg.1:4-naphtholsulfonic' acid and of 40 k sodium carbonate in water. Thedyestu isolated by addition of common salt dyes cotton brown-red shadesand dissolves in water. with a red "coloration .turning to brownish-redon addition ofNaOH.

- The new dyestufis are not only suitable for dyeing cotton, wool, silk,leather, straw, wood, pa r, mixed goods, etc., like the known sustantive dyestuffs, but also for the roduction of lakes and as arentmateria s for the production of va uable new derivatives.

What we claim is:

1. The described process for the manufacture of newsubstantiveorthooxyazodyestufis'consisting in combining an aromatic-orthooxydiazobody with a 2:5:7-aminonaphtholsulfoniccompound,'diazotizing the resulting oxyazodyestufi and combining'thethus obtained diazoazocompound with a naphthol compound.

' aromatic orthooxydiazobody and on the other hand with a naphtholcompound and constituting intense colored powders yielding withconcentrated sulfuric acid deep co ored solutions and dissolving inwater to dyeing cotton, wool, silk, mixed goods,

straw,- wood and aper various tints accordused for the known sub-.aromatic orthooxydiazobody and on the other hand with a naphtholcompound and solutions changing their coloration on addi- I tion ofsodium carbonate or of soda lye and constituting intense colored powdersyielding with concentrated sulfuric acid deep colored solutions anddissolving in water to solutions changing their coloration on additionof sodium carbonate or of soda lye and dyeing cotton,'wool, silk, mixedgoods straw, wood and paper various tints according to the methods usedfor the known substantive dyestufis.

In witness whereof we have hereunto signed our names this 23rd day ofDecember 1916, in the presence of two subscribing witnesses.

' EUGEN ANDERWERT.

HERMANN FRITZSCHE. HEINRICH SCHOBEL.

Witnesses:

CARL O. Sramm,

. n Rrrm.

